Synthesis of polycyclic fused 2-quinolones in aqueous micellar system

被引：20

作者：

Naskar, Subhendu ^{[1
]}

Saha, Pritam ^{[1
]}

Paira, Rupankar ^{[1
]}

Hazra, Abhijit ^{[1
]}

Paira, Priyankar ^{[1
]}

Mondal, Shyamal ^{[1
]}

Maity, Arindam ^{[1
]}

Sahu, Krishnendu B. ^{[1
]}

Banerjee, Sukdeb ^{[1
]}

Mondal, Nirup B. ^{[1
]}

机构：

[1] Indian Inst Chem Biol, Dept Chem, Council Sci & Ind Res, Kolkata 700032, India

来源：

TETRAHEDRON LETTERS | 2010年 / 51卷 / 10期

关键词：

Fused quinolone; Micelle; Reaction in water; TRANSFER-CATALYZED CONDITIONS; FLUOROQUINOLONE ANTIBACTERIALS; SURFACTANT SOLUTIONS; TOPOISOMERASE-II; FACILE SYNTHESIS; GLYCINE SITE; WATER; ANTAGONISTS; QUINOLONES; DERIVATIVES;

D O I：

10.1016/j.tetlet.2010.01.030

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A high yielding green protocol has been developed for the synthesis of tri-, tetra-, and pentacyclic fused 2-quinolones in micellar medium. The method is more effective compared to phase-transfer catalytic (PTC) method in terms of the yield of the product as well as the reaction time. It is operationally simple as well as environmentally benign. (C) 2010 Elsevier Ltd. All rights reserved.

引用

页码：1437 / 1440

页数：4

共 31 条

[1]

Alfonso A, 1992, PCT Int Appl, V327, Patent No. [WO 9203327, 9203327, 9,203, 327]

[2]

Anastas P., 1998, GREEN CHEM THEORY PR

[3] 4-substituted-3-phenylquinolin-2(1H)-ones: Acidic and nonacidic glycine site N-methyl-D-aspartate antagonists with in vivo activity [J].

Carling, RW ;

Leeson, PD ;

Moore, KW ;

Moyes, CR ;

Duncton, M ;

Hudson, ML ;

Baker, R ;

Foster, AC ;

Grimwood, S ;

Kemp, JA ;

Marshall, GR ;

Tricklebank, MD ;

Saywell, KL .

JOURNAL OF MEDICINAL CHEMISTRY, 1997, 40 (05) :754-765

[4] Microwave-assisted synthesis in water as solvent [J].

Dallinger, Doris ;

Kappe, C. Oliver .

CHEMICAL REVIEWS, 2007, 107 (06) :2563-2591

[5] General methodology for synthesis of fused tricyclic oxazino-2-quinolones under phase-transfer catalyzed conditions [J].

Dutta, R ;

Mandal, D ;

Panda, N ;

Mondal, NB ;

Banerjee, S ;

Kumar, S ;

Weber, M ;

Luger, P ;

Sahu, NP .

TETRAHEDRON LETTERS, 2004, 45 (51) :9361-9364

[6] Reactions in micellar systems [J].

Dwars, T ;

Paetzold, E ;

Oehme, G .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (44) :7174-7199

[7]

EBLE T. E., 1958, ANTIBIOT AND CHEMOTHER, V8, P627

[8]

ELSEA SH, 1992, J BIOL CHEM, V267, P13150

[9] CRITICAL MICELLE CONCENTRATIONS FOR ALKYLTRIMETHYLAMMONIUM BROMIDES IN WATER FROM 25-DEGREES-C TO 160-DEGREES-C [J].

EVANS, DF ;

ALLEN, M ;

NINHAM, BW ;

FOUDA, A .

JOURNAL OF SOLUTION CHEMISTRY, 1984, 13 (02) :87-101

[10]

FENDLE JH, 1975, CATALYSIS MICELLAR M

← 1 2 3 4 →